Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(2R,3S)-2-Benzyl-3-(2,3,4,6-tetra-O-acetyl-?-d-glucopyranos-yloxy)butanolide.

ABSTRACT: The title compound, C(25)H(30)O(12), which demonstrates a significant hepatoprotective effect, has comparable geometrical parameters to those of similar compounds. The absolute configuration of the title compound, viz. 2R,3S, was identified from the Flack parameter of 0.05?(17) and the Hooft parameter of 0.04?(6).

SUBMITTER: Zhang F

PROVIDER: S-EPMC2983542 | biostudies-literature | 2010 Feb

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(2R,3S)-2-Benzyl-3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranos-yloxy)butanolide.

Zhang Feng F Zhong Jialiang J Han Bei B Yin Dali D Huang Haihong H

Acta crystallographica. Section E, Structure reports online 20100227 Pt 3

The title compound, C(25)H(30)O(12), which demonstrates a significant hepatoprotective effect, has comparable geometrical parameters to those of similar compounds. The absolute configuration of the title compound, viz. 2R,3S, was identified from the Flack parameter of 0.05 (17) and the Hooft parameter of 0.04 (6). ...[more]

PMID: 21580442

Similar Datasets

1-[4-(2,3,4,6-Tetra-O-acetyl-β-d-allo-pyranos-yloxy)benzyl-idene]thio-semi-carbazide.

Project description:The title compound, C(22)H(27)N(3)O(10)S, was synthesized by reaction of an ethanol solution of helicid (systematic name: 4-formylphenl-β-d-allopyranoside), thio-semicarbazide and acetic acid. The mol-ecule exhibits a trans conformation with respect to the C=N double bond. The pyran ring adopts a chair conformation. In the crystal structure, the mol-ecules are linked into chains parallel to the b axis by inter-molecular N-H⋯O hydrogen bonds.

| S-EPMC2968846 | biostudies-literature

2,3,4,6-Tetra-O-acetyl-β-d-galacto-pyranosyl 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl disulfide tetra-hydro-furan solvate.

Project description:The asymmetric unit of title compound, C(28)H(38)O(18)S(2)·C(4)H(8)O, comprises one disulfide-bridged sugar molecule and one solvent molecule. No significant differences in structural parameters are found between the present structure and the previously determined unsolvated form [Brito, López-Rodríguez, Bényei & Szilagyi (2006 ▶). Carbohydr. Res.341, 2967-2972]. The compounds are characterized by a compact structure with spatial proximity of the two pyranosyl rings. One of the carbonyl atoms is disordered over two sites [site occupancy = 0.69 (7) for major component] and the displacement parameters for the THF species are unsually large.

| S-EPMC2959895 | biostudies-literature

2,3,4,6-Tetra-O-acetyl-β-d-galacto-pyrano-syl butyrate.

Project description:The title compound, C(18)H(26)O(11), was synthesized by a condensation reaction of 2,3,4,6-tetra-O-acetyl-α-d-galactopyranosyl bromide and butyric acid. The acet-oxy-methyl and butyrate groups are located on the same side of the pyran ring, showing the β configuration for the d-glycosyl ester; the butyl group adopts an extend conformation, the C-C-C-C torsion angle being 179.1 (7)°. In the crystal, the mol-ecules are linked by weak C-H⋯O hydrogen bonds.

| S-EPMC3275009 | biostudies-literature

4-Formyl-phenyl 2,3,4,6-tetra-O-acetyl-β-d-galactopyran-oside.

Project description:The galactose ring in the title compound, C(21)H(24)O(11), has a chair conformation with the substituted benzene ring occupying an equatorial position. The crystal packing features C-H⋯O inter-actions that lead to the formation of supra-molecular layers in the ab plane.

| S-EPMC3099913 | biostudies-literature

4-Formyl-phenyl 2,3,4,6-tetra-O-acetyl-β-d-allopyran-oside.

Project description:The title compound, C(21)H(24)O(11), crystallizes exclusively as the β-anomer. The substituent of the protected sugar at position C-3 is in the axial position, while all other groups are in equatorial positions. The pyran-oside ring adopts a stable chair conformation.

| S-EPMC2969774 | biostudies-literature

3-Ethyl-8-meth-oxy-4-(2,3,4,6-tetra-O-acetyl-?-d-glucopyranos-yloxy)quinolin-2(1H)-one.

Project description:The structure of the title compound, C(26)H(31)NO(12), contains an essentially planar quinoline skeleton, with the maximum deviation from the best plane being 0.055?(2)?Å, and an oxane ring in a classical chair conformation with the following Cremer and Pople puckering parameters: Q = 0.586?(2)?Å, ? = 11.5?(2)° and ? = 309.4?(10)°. One acetyl group displays rotational disorder with occupancies of 0.634?(8):0.366?(8). The crystal packing is stabilized by N-H?O hydrogen bonds, which link mol-ecules into chains along the a axis. The packing is further stabilized by weak C-H?O interactions. The absolute configurations on the carbons in the oxane ring correspond to those of the commercial starting material and are unchanged in the well known mechanism of the Koenigs-Knorr synthesis.

| S-EPMC2979627 | biostudies-literature

n-Propyl 2,3,4,6-tetra-O-acetyl-?-d-glucopyran-oside.

Project description:THE TITLE COMPOUND [SYSTEMATIC NAME: (2R,3R,4S,5R,6R)-2-(acet-oxy-meth-yl)-6-propoxytetra-hydro-2H-pyran-3,4,5-triyl triacetate], C(17)H(26)O(10), was formed by a Koenigs-Knorr reaction of 2,3,4,6-tetra-O-acetyl-?-d-glucopyranosyl bromide and n-propanol. The central ring adopts a chair conformation. The crystal does not contain any significant inter-actions such as hydrogen bonds.

| S-EPMC3569225 | biostudies-literature

1-Azido-ethoxy-2,3,4,6-tetra-O-acetyl-?-d-glucoside.

Project description:In the title compound, C(16)H(23)N(3)O(10), the galactopyran-oside ring adopts a chair conformation. All the non-H substituents are situated in equatorial positions. There are short intramol-ecular C-H?O contacts and an intermolecular C-H?O inter-action in the structure.

| S-EPMC2971226 | biostudies-literature

2,3,4,6-Tetra-O-acetyl-2-phthalimido-?-d-glucopyran-oside.

Project description:In the crystal structure of the title compound, C(24)H(27)NO(11), a substituted tetra-acetyl glucopyran-oside derivative, weak inter-molecular C-H?O hydrogen bonds link the mol-ecules into ribbons propagated in [010]. The d configuration has been attributed on the basis of the synthesis and the ? anomer has been determined from the structure.

| S-EPMC3011788 | biostudies-literature

3,4-Dicyano-phenyl 2,3,4,6-tetra-O-acetyl-?-d-glucopyran-oside.

Project description:The title compound, C(22)H(22)N(2)O(10), was prepared by the glycosidation method through nitrite displacement on substituted nitro-phthalonitrile. The mol-ecule contains a benzene ring, two nitrile groups and an acetyl-protected d-glucose fragment which adopts a chair conformation. The absolute configuration was determined by the use of d-glucose as starting material. All substituents of the protected sugar are in equatorial positions, with the exclusive presence of the ?-anomer. The crystal packing is stabilized by C-H?O and C-H?N hydrogen-bonding inter-actions.

| S-EPMC2915021 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data